Refine Search
Sort by
20 Chestnut St, Rockland
$440,000
4 Beds ⋅ 3 Baths ⋅ 1683080 MLS
Glory-goodness! Take a fresh look at 20 Chestnut Street in Rockland proper. This property packs a whole-lotta-punch for forward thinking investors and enterprising owner-occupied homeowners. This surveyed .45-acre, in-town location offers the opportunity to parcel off .21-acres as a desirable building lot. The property has three private driveways in place separately accommodating the main house, the in-law apartment, and the empty lot. You could live on site while you build a newly constructed home on the empty lot. Once the new build is completed, enjoy rental income with the two available living units. The main house has four bedrooms, 2-full bathrooms with a newly updated kitchen and downstairs bathroom with laundry. The in-law apartment is studio style one-bedroom apartment with full bathroom, private entry, loft style bedroom, and a sitting deck. Enjoy the proximity to Rockland's vibrant harbor, golf course, museums, theater, shops, coffee spots, and restaurants. Everyday conveniences are within reach, including nearby medical facilities, fitness centers, hiking trails, and recreational lakes.

20 Chestnut St, Rockland

Listing courtesy of Camden Coast Real Estate. info@camdencoast.com

2589 Friendship Rd, Waldoboro
$565,000
4 Beds ⋅ 3 Baths ⋅ 1675892 MLS
The Lindens is a remarkable c.1840 Cape Cod farmhouse is where timeless New England character meets thoughtful everyday living. Set on approximately 3.3 picturesque acres of mature trees, perennial gardens, and open meadow, this exceptional property offers the rare opportunity to own a piece of Maine's heritage just minutes from Friendship Harbor, Waldoboro, and the scenic coast. Inside, wide-plank pine floors, beautifully preserved architectural details, decorative fireplaces, and a warm, inviting wood stove reflect the home's rich history and enduring character. Dress up or dress down; living and dining rooms invite memorable gatherings, while the den or office provides a peaceful retreat for reading, working, or simply slowing down. The welcoming country kitchen blends historic charm with everyday functionality and opens naturally to the home's gathering spaces. Its unique, sunny, and sprawling. Keep it as-is, or update to suit your needs. A first floor bed and bath provide comfort and convenience, while upstairs you'll find additional bedrooms and flexible space for guests, hobbies, or a home office. A sun-filled ''porch'' room, with classic windows, overlooks the beautifully landscaped grounds, while the classic barn offers endless possibilities for storage, gardening, workshops, or creative pursuits. Every season brings new beauty, from colorful blooms to crisp autumn afternoons. The true luxury of The Lindens is found in life's quieter moments. Begin your mornings on the sun porch with coffee in hand as butterflies and bees drift through the gardens and the day awakens around you. Spend afternoons tending perennial beds, reading beside the wood stove, or exploring nearby Friendship Harbor and Muscongus Bay. As evening settles in, gather friends for candlelit dinners on the sunporch, uncork a favorite bottle of wine, and linger over conversation beneath a canopy of stars by a campfire.

2589 Friendship Rd, Waldoboro

Listing courtesy of Midcoast Home/Sea Glass.

20 Chestnut St, Rockland
$340,000
4 Beds ⋅ 3 Baths ⋅ 1652387 MLS
Handsomely situated on a quiet tree lined street surprisingly close to Rockland's downtown, 20 Chestnut is a resilient two-family New Englander offering both grand and compact living spaces. The .23-acres has driveways on both units with the option of including the surveyed, adjacent .21-acre building lot for an additional $100,000. If you are seeking a multigenerational home or keen to collect additional income by renting the other side of the house - book a showing to truly see yourself here. Gracious wide trim adorns interior windows and doorways. Recent updates to the main house include a new propane furnace, updated kitchen with all new appliances and new full downstairs bathroom. The second story offers three large bedrooms and a full bathroom. The attached one bedroom with one full bathroom in-law apartment has a private entry, sitting deck and separate driveway. Find yourself thriving in this neighborhood and taking advantage of Rockland's nearby harbor, golf course, museums, theatre, shops, coffee destinations, and restaurants. With nearby medical facilities, fitness centers, hiking trails, and recreational lakes you will certainly enrich your life as resident on Chestnut Street, Rockland and Midcoast Maine.

20 Chestnut St, Rockland

Listing courtesy of Camden Coast Real Estate. info@camdencoast.com

20 Chestnut St, Rockland
$340,000
3 Baths ⋅ 1655372 MLS
Situated on a quiet street, 20 Chestnut is a handsome New England-style residence with two living units on .23-acres. Consider upsizing this investment to include an additional, surveyed, adjacent .21-acre building lot for an additional $100,000. This property is ideal for owners seeking extra income, or those wanting additional space for family and friends. The flexible configuration appeals to investors, thanks to a blend of large and small living areas and generous parking accommodations. The primary side of the property includes three bedrooms and two full bathrooms. Inside, you will find gracious, wide trim around interior windows and doorways, lending a classic New England charm. Recent renovations have modernized the space, with a new propane furnace installed, an updated kitchen featuring brand-new appliances, and a completely renovated full bathroom on the first floor and laundry closet. Upstairs, the second story houses three spacious bedrooms and another full bathroom, offering comfortable and functional living quarters. The property also includes a charming one-bedroom apartment. This unit features a full bathroom, private entry, a sitting deck, and its own driveway, making it perfect for guests or as a rental opportunity. All will enjoy the property's proximity to Rockland's vibrant harbor, golf course, museums, theater, shops, coffee spots, and restaurants. Everyday conveniences are within reach, including nearby medical facilities, fitness centers, hiking trails, and recreational lakes.

20 Chestnut St, Rockland

Listing courtesy of Camden Coast Real Estate. info@camdencoast.com

Listing data is derived in whole or in part from the Maine IDX and is for consumers' personal,noncommercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified. © 2026 Maine Real Estate Information System, Inc. All Rights Reserved.

This information is provided exclusively for consumers' personal, non-commerical use and may not be used for any purpose other than to identify prospective properties consumers may be intrested in purchasing.

Privacy Policy

Your privacy on the Internet is important to us. This Privacy Statement is to inform you that we will not provide your personal information to any third parties except as required by law or expressly authorized by you. We do not sell, trade, barter, or share information obtained from use of this site with any other businesses or people. All information gathered from a visitor to this web site is used solely by this office and/or its affiliated licensee(s). For additional information, please contact this office.